Methanol → 3-(Allyloxy)phenol
Reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][CH:13]=[CH2:14])[CH:6]=1)(=O)C.[OH-].[Na+].CO>C1COCC1>[CH2:12]([O:11][C:7]1[CH:6]=[C:5]([OH:4])[CH:10]=[CH:9][CH:8]=1)[CH:13]=[CH2:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
The product from Example 61A (7.19 g, 37.4 mmoles) in THF (30 mL) was treated with 4N NaOH (19 mL, 75 mmoles) and MeOH (5 mL). After one hour, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed with aqueous NH4Cl, brine, dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure to provide the title compound without further purification.
Workup
- concentrationthe reaction mixture was concentrated under reduced pressure
- dissolutionThe residue was dissolved in ethyl acetate
- washwashed with aqueous NH4Cl, brine
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationthe filtrate concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-83b92bd422474d3b90f45bf086b1dfbf
- Source dataset
- uspto-grants-2003_06
- Patent number
- US06583180B2
Reaction notes
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